It's time to look forward to your next holiday with Headwater. After a spectacular year of interest-packed, self-guided holidays, 5-star client feedback and award wins, we're still just as excited to be offering brand new and unique hand-crafted walking itineraries as we were all those years ago when we started out.
Travelling on foot is one of the best ways to soak up the sights, sounds and scents of some of the world's most wonderful places. Whether you choose to embark on guided or self-guided walking holidays with Headwater, we can point you in all the right directions so you can discover the heart of each destination. From wandering through the majestic mountains and deep valleys of the Swiss Alps to ambling across the hushed forests and vineyards of the Venetian Hills , you can soak up the most sublime views and enjoy close encounters with the local wildlife. If you prefer walking holidays among cooler climates, Dorset's Jurassic Coast provides an incredible backdrop of dramatic cliffs that jut out above the rugged waters.
So, why not take the opportunity to browse through our collection of self-guided and guided walking trips that are designed to immerse you into the destination's local culture, or find inspiration by reading our blog .
Self-guided walking
4 nights,
single centre
Level: 1+
Leisurely plus
Headwater
Navigation App
Self-guided walking
4 nights,
single centre
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
7 nights,
single centre
Level: 1+ & 2
Printed route
directions
Self-guided walking
4 nights,
twin centre
Level: 2
Moderate
Printed route
directions
Self-guided walking
3 nights,
single centre
Level: 1+ & 2
Printed route
directions
Self-guided walking
3 nights,
single centre
Level: 1+ & 2
Headwater
Navigation App
Self-guided walking
7 nights,
single centre
Level: 1+
Leisurely plus
Headwater
Navigation App
Self-guided walking
7 nights,
twin centre
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 2
Moderate
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 1
Leisurely
Headwater
Navigation App
Self-guided walking
7 nights,
single centre
Level: 2+
Moderate plus
Headwater
Navigation App
Self-guided walking
7 nights,
single centre
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
6 nights,
hotel-to-hotel
Level: 2+
Moderate plus
Navigation App
Self-guided walking
7 nights,
single centre
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
6 nights,
hotel-to-hotel
Level: 2+
Moderate plus
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
7 nights,
twin centre
Level: 2
Moderate
Printed route
directions
Self-guided walking
7 nights,
hotel-to-hotel
Level: 1 to 2+
Headwater
Navigation App
Self-guided walking
7 nights,
twin centre
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 2 & 2+
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
6 nights,
hotel-to-hotel
Level: 2
Moderate
Printed route
directions
Self-guided walking
8 nights,
hotel-to-hotel
Level: 2+
Moderate plus
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 1+ & 2
Printed route
directions
Self-guided walking
8 nights,
hotel-to-hotel
Level: 2+
Moderate plus
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 2
Moderate
Printed route
directions
Self-guided walking
8 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 1
Leisurely
Printed route
directions
Self-guided walking
8 nights,
hotel-to-hotel
Level: 1+ & 2
Headwater
Navigation App
Self-guided walking
7 nights,
twin centre
Level: 3
Stretching
Headwater
Navigation App
Guided group walking
14 nights,
hotel-to-hotel
Level: 2
Moderate
Printed route
directions
Self-guided walking
7 nights,
twin centre
Level: 1+ to 2+
Headwater
Navigation App
Self-guided walking
7 nights,
twin centre
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
8 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 1
Leisurely
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 2 & 2+
Printed route
directions
Self-guided walking
7 nights,
single centre
Level: 1+
Leisurely plus
Headwater
Navigation App
Self-guided walking
7 nights,
twin centre
Level: 1+ to 2+
Headwater
Navigation App
Self-guided walking
7 nights,
single centre
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
7 nights,
single centre
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
8 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 1
Leisurely
Headwater
Navigation App
Self-guided walking
7 nights,
single centre
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
7 nights,
single centre
Level: 1
Leisurely
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 4
Challenging
Navigation App
Self-guided walking
7 nights,
single centre
Level: 2+
Moderate plus
Headwater
Navigation App
Self-guided walking
8 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 3
Stretching
Navigation App
Self-guided walking
7 nights,
single centre
Level: 2+
Moderate plus
Headwater
Navigation App
Self-guided walking
7 nights,
single centre
Level: 1 to 3
Printed route
directions
Self-guided walking
5 nights,
hotel-to-hotel
Level: 2
Moderate
Printed route
directions
Self-guided walking
5 nights,
hotel-to-hotel
Level: 2
Moderate
Printed route
directions
Self-guided walking
6 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
Navigation App
Self-guided walking
7 nights,
single centre
Level: 2
Moderate
Printed route
directions
Self-guided walking
5 nights,
hotel-to-hotel
Level: 2
Moderate
Printed route
directions
Self-guided walking
7 nights,
hotel-to-hotel
Level: 2
Moderate
Navigation App
Self-guided walking
6 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
Navigation App
Self-guided walking
8 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
Guided group walking
7 nights,
single centre
Level: 1+
Leisurely plus
Printed route
directions
Self-guided walking
7 nights,
single centre
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
6 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
Navigation App
Self-guided walking
8 nights,
hotel-to-hotel
Level: 1
Leisurely
Printed route
directions
Self-guided walking
6 nights,
twin centre
Level: 2
Moderate
Printed route
directions
Self-guided walking
8 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
7 nights,
single centre
Level: 2
Moderate
Printed route
directions
Self-guided walking
7 nights,
single centre
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
4 nights,
single centre
Level: 1+
Leisurely plus
Headwater
Navigation App
Self-guided walking
4 nights,
hotel-to-hotel
Level: 2
Moderate
Navigation App
Self-guided walking
7 nights,
twin centre
Level: 1 & 2
Headwater
Navigation App
Self-guided walking
4 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
7 nights,
single centre
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
7 nights,
twin centre
Level: 4
Challenging
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Printed route
directions
Self-guided walking
7 nights,
hotel-to-hotel
Level: 2 & 2+
Headwater
Navigation App
Self-guided walking
7 nights,
single centre
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
7 nights,
single centre
Level: 3
Stretching
Headwater
Navigation App
Self-guided walking
7 nights,
twin centre
Level: 2+
Moderate plus
Headwater
Navigation App
Self-guided walking
6 nights,
twin centre
Level: 2+
Moderate plus
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 2+
Moderate plus
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 1+ to 2+
Headwater
Navigation App
Self-guided walking
4 nights,
hotel-to-hotel
Level: 2
Moderate
Navigation App
Self-guided walking
6 nights,
single centre
Level: 2
Moderate
Navigation App
Self-guided walking
6 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
Navigation App
Self-guided walking
7 nights,
single centre
Level: 1
Leisurely
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Printed route
directions
Self-guided walking
7 nights,
single centre
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 1
Leisurely
Headwater
Navigation App
Self-guided walking
4 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
4 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 2
Moderate
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 3
Stretching
Headwater
Navigation App
Self-guided walking
8 nights,
hotel-to-hotel
Level: 2
Moderate
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
4 nights,
hotel-to-hotel
Level: 1
Leisurely
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 2+
Moderate plus
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 2+ & 3
Headwater
Navigation App
Self-guided walking
7 nights,
single centre
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
4 nights,
single centre
Level: 1+
Leisurely plus
Printed route
directions
Self-guided walking
6 nights,
single centre
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 4
Challenging
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Navigation App
Self-guided walking
5 nights,
twin centre
Level: 1+
Leisurely plus
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
8 nights,
hotel-to-hotel
Level: 2+
Moderate plus
Headwater
Navigation App
Self-guided walking
7 nights,
twin centre
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
4 nights,
single centre
Level: 2+
Moderate plus
Headwater
Navigation App
Self-guided walking
5 nights,
single centre
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
6 nights,
hotel-to-hotel
Level: 2+
Moderate plus
Printed route
directions
Self-guided walking
7 nights,
single centre
Level: 1 to 3
Headwater
Navigation App
Self-guided walking
6 nights,
twin centre
Level: 1+ & 2
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 2
Moderate
Navigation App
Self-guided walking
6 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 1
Leisurely
Printed route
directions
Self-guided walking
7 nights,
hotel-to-hotel
Level: 2
Moderate
Printed route
directions
Self-guided walking
7 nights,
single centre
Level: 1 to 3
Printed route
directions
Self-guided walking
6 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
4 nights,
single centre
Level: 2+
Moderate plus
Headwater
Navigation App
Self-guided walking
8 nights,
hotel-to-hotel
Level: 2+
Moderate plus
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
6 nights,
twin centre
Level: 2+
Moderate plus
Headwater
Navigation App
Self-guided walking
8 nights,
hotel-to-hotel
Level: 2+
Moderate plus
Headwater
Navigation App
Self-guided walking
6 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 1 to 3
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 2+
Moderate plus
Headwater
Navigation App
Self-guided walking
7 nights,
single centre
Level: 1 to 2+
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 2
Moderate
Printed route
directions
Self-guided walking
7 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
Navigation App
Self-guided walking
7 nights,
twin centre
Level: 1 to 2+
Headwater
Navigation App
Self-guided walking
7 nights,
single centre
Level: 1 to 3
Headwater
Navigation App
Self-guided walking
7 nights,
twin centre
Level: 2+ & 3
Headwater
Navigation App
Self-guided walking
7 nights,
twin centre
Level: 3
Stretching
Headwater
Navigation App
Self-guided walking
6 nights,
twin centre
Level: 1+
Leisurely plus
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 1
Leisurely
Navigation App
Self-guided walking
9 nights,
hotel-to-hotel
Level: 2+
Moderate plus
Headwater
Navigation App
Private guided walking
7 nights,
hotel-to-hotel
Level: 2
Moderate
Self-guided walking
10 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
Navigation App
Self-guided walking
7 nights,
twin centre
Level: 3
Stretching
Headwater
Navigation App
Self-guided walking
14 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
8 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
Guided group walking
7 nights,
single centre
Level: 2+
Moderate plus
Self-guided walking
9 nights,
hotel-to-hotel
Level: 2
Moderate
Printed route
directions
Self-guided walking
17 nights,
hotel-to-hotel
Level: 4
Challenging
Printed route
directions
Self-guided walking
7 nights,
hotel-to-hotel
Level: 1 to 3
Headwater
Navigation App
Self-guided walking
17 nights,
hotel-to-hotel
Level: 2+
Moderate plus
Headwater
Navigation App
Self-guided walking
8 nights,
hotel-to-hotel
Level: 1 to 3
Headwater
Navigation App
Self-guided walking
10 nights,
hotel-to-hotel
Level: 3
Stretching
Printed route
directions
Self-guided walking
10 nights,
hotel-to-hotel
Level: 2+
Moderate plus
Printed route
directions
Self-guided walking
10 nights,
hotel-to-hotel
Level: 2+
Moderate plus
Printed route
directions
Private guided walking
9 nights,
hotel-to-hotel
Level: 2+
Moderate plus
Guided group walking
7 nights,
hotel-to-hotel
Level: 2
Moderate
Printed route
directions
Guided group walking
7 nights,
single centre
Printed route
directions
Operated by
Exodus Travels
Guided group walking
7 nights,
single centre
Level: 2+
Moderate plus
Printed route
directions
Guided group walking
9 nights,
hotel-to-hotel
Level: 2
Moderate
Printed route
directions
Guided group walking
7 nights,
single centre
Level: 2
Moderate
Printed route
directions
Guided group walking
7 nights,
twin centre
Level: 2
Moderate
Printed route
directions
Guided group walking
7 nights,
hotel-to-hotel
Level: 1
Leisurely
Printed route
directions
Guided group walking
7 nights,
single centre
Level: 2
Moderate
Printed route
directions
Guided group walking
7 nights,
hotel-to-hotel
Level: 2
Moderate
Printed route
directions
Guided group walking
7 nights,
single centre
Level: 3
Stretching
Printed route
directions
Guided group walking
7 nights,
single centre
Level: 3
Stretching
Printed route
directions
Guided group walking
11 nights,
hotel-to-hotel
Level: 1
Leisurely
Printed route
directions
Guided group walking
7 nights,
single centre
Level: 2
Moderate
Printed route
directions
Guided group walking
7 nights,
single centre
Level: 3
Stretching
Printed route
directions
Guided group walking
7 nights,
twin centre
Level: 3
Stretching
Printed route
directions
Guided group walking
14 nights,
hotel-to-hotel
Level: 3
Stretching
Printed route
directions
Guided group walking
7 nights,
hotel-to-hotel
Level: 2
Moderate
Printed route
directions
Guided group walking
7 nights,
hotel-to-hotel
Level: 2+
Moderate plus
Printed route
directions
Guided group walking
14 nights,
hotel-to-hotel
Level: 3
Stretching
Printed route
directions
Guided group walking
14 nights,
hotel-to-hotel
Level: 1
Leisurely
Printed route
directions
Guided group walking
9 nights,
hotel-to-hotel
Level: 2
Moderate
Printed route
directions
Guided group walking
14 nights,
hotel-to-hotel
Level: 2
Moderate
Printed route
directions
Guided group walking
12 nights,
hotel-to-hotel
Level: 3
Stretching
Printed route
directions
Guided group walking
19 nights,
hotel-to-hotel
Level: 2
Moderate
Printed route
directions
Guided group walking
13 nights,
hotel-to-hotel
Level: 3
Stretching
Printed route
directions
Self-guided walking
7 nights,
single centre
Level: 1 & 2
Printed route
directions
Multi-activity holiday
8 nights,
hotel-to-hotel
Level: 1+ to 3
Headwater
Navigation App
Multi-activity holiday
7 nights,
single centre
Level: 1
Leisurely
Headwater
Navigation App
Self-guided pilgrimage
10 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
Multi-activity holiday
7 nights,
single centre
Level: 1
Leisurely
Headwater
Navigation App
Multi-activity holiday
5 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Navigation App
Self-guided pilgrimage
9 nights,
hotel-to-hotel
Level: 2+
Moderate plus
Headwater
Navigation App
Self-guided pilgrimage
7 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
Self-guided pilgrimage
10 nights,
hotel-to-hotel
Level: 2+
Moderate plus
Printed route
directions
Multi-activity holiday
8 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
Self-guided pilgrimage
14 nights,
hotel-to-hotel
Level: 2
Moderate
Printed route
directions
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Where appropriate, we grade our holidays based on distance, terrain, elevation gain, remoteness, etc and categorise them into 4 relative groups. This is ultimately subjective and may vary slightly day to day; for more advice, please see the specific trip page or call one of our friendly team.